ID: ALA348785

Max Phase: Preclinical

Molecular Formula: C26H27ClN2O5

Molecular Weight: 482.96

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(/C=N/NC(=O)c2ccc(O)c(Cl)c2)cc(OC)c1OCc1ccc(C(C)C)cc1

Standard InChI:  InChI=1S/C26H27ClN2O5/c1-16(2)19-7-5-17(6-8-19)15-34-25-23(32-3)11-18(12-24(25)33-4)14-28-29-26(31)20-9-10-22(30)21(27)13-20/h5-14,16,30H,15H2,1-4H3,(H,29,31)/b28-14+

Standard InChI Key:  ZGRAABYQGYPWLS-CCVNUDIWSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 482.96

Molecular Weight (Monoisotopic): 482.1608

AlogP: 5.53

#Rotatable Bonds: 9

Polar Surface Area: 89.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.83

CX Basic pKa: 0.90

CX LogP: 5.76

CX LogD: 5.10

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: -0.95

References

1. Ling A, Plewe M, Gonzalez J, Madsen P, Sams CK, Lau J, Gregor V, Murphy D, Teston K, Kuki A, Shi S, Truesdale L, Kiel D, May J, Lakis J, Anderes K, Iatsimirskaia E, Sidelmann UG, Knudsen LB, Brand CL, Polinsky A..  (2002)  Human glucagon receptor antagonists based on alkylidene hydrazides.,  12  (4): [PMID:11844695] [10.1016/s0960-894x(01)00819-8]

2. Beebe X, Darczak D, Davis-Taber RA, Uchic ME, Scott VE, Jarvis MF, Stewart AO..  (2008)  Discovery and SAR of hydrazide antagonists of the pituitary adenylate cyclase-activating polypeptide (PACAP) receptor type 1 (PAC1-R).,  18  (6): [PMID:18272364] [10.1016/j.bmcl.2008.01.052]

Source

Source(1):

• Scientific Literature